Deluxe Kaanapali Sunset Sail

Maui’s luxury sunset sail, conveniently departing from Ka’anapali Beach.

This tour was amazing!! The Captain and the entire sailing crew were wonderful and very attentive! The food was fresh and amazing and while technically just appetizers, it was more than enough to be our dinner.  I highly recommend this, we would do it again in a heartbeat!
-Tripadvisor
From the moment the Captain greeted us, we could see this was going to be a great trip! The crew were all wonderful with our kids and were happy to show them around the boat. The drinks were great and the menu was both delicious and satisfying. A great experience of food, drink, water, sailing, wildlife, photographs and rainbows! Mahalo!
-Tripadvisor

Departing directly from Ka’anapali Beach, climb aboard our luxury sailing catamaran and escape the crowded restaurants onshore. While sipping on premium signature cocktails at your private two-top table, our Crew will serve you delicious plated appetizers, cooked with locally sourced ingredients. As you take in a breathtaking Maui sunset, our Captain will also share stories of our local history and marine life. You’re sure to build lasting memories with this intimate, romantic evening tour!

Adult  (19+)
$88
Youth  (13-18)
$76
Child  (3-12)
$49
Infant  (0-2)
free

A Look at your tour

chef-plated appetizers

Guest dine at personal two-top tables seated outside. We serve two tasty rounds of chef-plated appetizers that are sure to satisfy the most discriminating gourmet.

• Edamame Hummus with Lavash
• Cherry Tomatoes Marinated with Pesto Oil (served with fresh Mozzarella Cheese & drizzled with Aged Balsamic Glaze)
• Vegetarian Rainbow Summer Rolls
• Shrimp Cocktail served with our Zesty House Cocktail Sauce
• Dungeness Crab Cake served with Avocado Relish & Smoked Jalapeno Aioli
• Hawaiian Chicken with BBQ Sauce (served with Carmelized Grilled Pineapple)
• Kalua Pork Sliders topped with crisp Coleslaw on a Taro Roll
• Kula Strawberries & Pineapple, dipped in Dark Chocolate

drinks & cocktails

Feel the aloha vibes as our Crew serve up a wide variety of alcoholic and non-alcoholic beverages--a little tasty something for everyone on this Sunset Sail.

Our Premium Bar consists of:

• Kona Brewing Co. Seasonal Lager
• Kona Brewing Co. Big Wave Golden Ale
• Sauvignon Blanc ~ Prosecco ~ Pinot Noir
• Moloka'i Mule- Our thirst-quenching twist on the classic Moscow Mule
• Lana'i Tai- A Mai Tai done the Trilogy way, topped with a float of Potters Tropical Breeze Special Dark Rum

Non-Alcoholic Beverages: 
Coke, Diet Coke, Ginger Ale, Pineapple Juice, POG Juice, Soda Water, Chilled filtered Water

NOTE: Guests must be 21+ to enjoy our bar beverages.

itinerary & departure

This tour departs directly from Ka’anapali Beach.* Please meet under the shade tree next to The Ka’anapali Beach Hotel’s Hale Huaka’I Beach Side Activity Desk and look for a Trilogy crew member in a blue uniform to assist you with loading directions.

There are four departure times for this tour, depending on the time of sunset: Feb 1st-Mar 31st: 4:30pm-6:30pm, Apr 1st-Aug 31st: 5pm-7pm; Sep 1st - Sep 30th: 4:30pm-6:30pm, and Oct 1st-Jan 31st: 4p-6pm.  

Check-in time is 30 minutes prior to scheduled departure time.  Parking is available at the Ka’anapali Beach Hotel parking structure, and Trilogy will validate your parking pass.

PLEASE NOTE that this tour loads directly from the beach through the water, and you WILL get wet.  View our loading video here, during medium shore break.

If using a GPS, you can enter this address for directions: 2525 Ka’anapali Pkwy, Lahaina, HI 96761.

*On days where shore-break is deemed dangerous, we will load this from Lahaina Harbor. Guests are responsible for their transportation to Lahaina. We will always try to give ample warning if this change must take place

Included on this tour
  • Comfortable seating and on-deck tables for two
  • 2-rounds of plated appetizers
  • Premium open bar (21+ yrs must have ID)
  • Dessert
  • Juice, Sodas, Filtered Water
  • Whale Watching Dec-April
  • Print or view the tour fact sheet 
  • NOTE: This tour loads directly from the beach & is NOT recommended for guests with mobility issues. You WILL GET WET.  Please read all rules prior to booking. This is a barefoot cruise.
  • NOTE: We recommend you bring your sunglasses, camera and a light jacket 

Our Trilogy family takes seriously the responsibility of supporting our local Maui community and has a strong commitment to preserving our ocean and island environment. Learn more about Trilogy's involvement with the Community & Environment.


Trilogy adheres to DOLPHIN SMART Guidelines: All photos and videos were taken while viewing from a responsible distance. The dolphins or whales in these photos and videos approached the boat while the engines were in neutral or off. All underwater photos and videos of dolphins and whales were taken with a remote device while following guidelines for responsible viewing. More information on Dolphin SMART.